4-Bromo-3-phenylisoxazole

Base Information

• Chemical Name: 4-Bromo-3-phenylisoxazole
• CAS No.: 101774-26-9
• Molecular Formula: C9H6BrNO
• Molecular Weight: 224.057
• DSSTox Substance ID: DTXSID00693153
• Wikidata: Q82622172
• Mol file: 101774-26-9.mol

Synonyms:4-bromo-3-phenylisoxazole;101774-26-9;SCHEMBL5425872;4-Bromo-3-phenyl-1,2-oxazole;DTXSID00693153;VVBJGDDJJWVOGY-UHFFFAOYSA-N

Chemical Property of 4-Bromo-3-phenylisoxazole

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 222.96328
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NOC=C2Br

Technology Process of 4-Bromo-3-phenylisoxazole

There total 8 articles about 4-Bromo-3-phenylisoxazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

3-phenylisoxazole (1006-65-1) → 4-bromo-3-phenylisoxazole (101774-26-9)

Guidance literature:

With bromine; In acetic acid; at 90 ℃; for 96h;

Reference yield: 11.0%

benzyl 2,5-dihydro-4-iodo-3-phenyl-2H-isoxazole-2-carboxylate (1287769-00-9) → 4-bromo-3-phenylisoxazole (101774-26-9) + 4-iodo-3-phenylisoxazole (23253-50-1)

Guidance literature:

With N-Bromosuccinimide; boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1021/jo200407b

Reference yield:

benzyl (3-phenyl-2-propynyl)oxycarbamate (1287768-62-0) → 4-bromo-3-phenylisoxazole (101774-26-9) + 4-iodo-3-phenylisoxazole (23253-50-1)

Guidance literature:

Multi-step reaction with 2 steps

1: bis(2,4,6-trimethylpyridine)iodine(I) hexafluorophosphate / dichloromethane / 0.5 h / 20 °C

2: N-Bromosuccinimide; boron trifluoride diethyl etherate / dichloromethane / 0.25 h / 0 °C

With N-Bromosuccinimide; boron trifluoride diethyl etherate; bis(2,4,6-trimethylpyridine)iodine(I) hexafluorophosphate; In dichloromethane;

DOI:10.1021/jo200407b

upstream raw materials:

3-phenylisoxazole

benzyl (3-phenyl-2-propynyl)oxycarbamate

benzyl 2,5-dihydro-4-iodo-3-phenyl-2H-isoxazole-2-carboxylate

3-Phenyl-2-propyn-1-ol